Thermodynamic and spectroscopic study on the binding of interaction anionic phthalocyanine with calf thymus DNA

Dezhampanah, Hamid; Darvishzad, Termeh; Aghazadeh, Mehrnaz

doi:10.1155/2011/452328

Cited by 18 publications

(8 citation statements)

References 26 publications

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“…The stability of the bound complex is determined by the differences in the noncovalent interactions between the Pc and the DNA as temperatures varied using a nonlinear least-squares algorithm. 48 At these temperatures, DNA does not undergo any structural degradation. The absorption spectra were analyzed by assuming phthalocyanine:DNA molar ratios as 1:1 and 2:1.…”

Section: Determination Of Thermodynamic Parametersmentioning

confidence: 94%

Synthesis of quaternized zinc(II) and cobalt(II) phthalocyanines bearing pyridine-2-yl-ethynyl groups and their DNA binding properties

Alishah¹,

Yenilmez²,

Özçeşmeci³

et al. 2018

Turk J Chem

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The synthesis and biological properties of tetra-substituted zinc and cobalt phthalocyanines bearing ethynylpyridine units on the periphery and their quaternized derivatives have been reported. The binding of quaternized ZnPc and CoPc (Q-ZnPc and Q-CoPc) with calf thymus DNA was investigated by UV-Vis spectrophotometric methods and thermodynamics. The mixtures of Q-ZnPc or Q-CoPc and DNA solutions were used to determine the change in the thermal melting temperature of DNA with the thermal denaturation profile. Thermodynamic parameters that show the spontaneity of the reactions between DNA and the quaternized phthalocyanines were investigated. K b binding constants at a degree of 10 5 and 10 6 for Q-ZnPc and Q-CoPc, respectively, showed that the phthalocyanines bound to DNA fragments efficiently and thermodynamic data proved that the binding process was spontaneous and entropy-driven. The interactions between Q-ZnPc and Q-CoPc and DNA in an aqueous environment corresponded to electrostatic attractions and nonspecific binding.

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Section: Determination Of Thermodynamic Parametersmentioning

confidence: 94%

Synthesis of quaternized zinc(II) and cobalt(II) phthalocyanines bearing pyridine-2-yl-ethynyl groups and their DNA binding properties

Alishah¹,

Yenilmez²,

Özçeşmeci³

et al. 2018

Turk J Chem

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show abstract

“…The stability of the bound complex is determined by the differences in the noncovalent interactions between the Pc and the DNA as temperatures varied by nonlinear least-squares algorithm. 63 At these temperatures, DNA does not undergo any structural degradation. The absorption spectra were analyzed by assuming Pc:DNA molar ratios as 1:1 and 2:1.…”

Section: Determination Of Thermodynamic Parametersmentioning

confidence: 94%

Spectroscopic and thermodynamic approach to the interaction of nonperipherally substituted cationic phthalocyanines with calf thymus (CT)-DNA

Tuncer¹,

Özçeşmeci²,

Sesalan³

et al. 2018

Turk J Chem

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Novel, nonperipherally tetrasubstituted cationic metal-free and metallophthalocyanines (Zn, In) were synthesized in the present study. The binding constants, the disappearance of quenching effect of all cationic phthalocyanines on the fluorescence intensity of SYBR Green-disodium salt of deoxyribonucleic acid (DNA) from calf thymus complex, and the changes in T m of double helix DNA with thermal denaturation profile were investigated by UV-Vis and fluorescence spectrophotometric methods. To investigate the spontaneity of the reactions between DNA and novel quaternized phthalocyanines in buffer, thermodynamic parameters were employed.

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“…They found that interaction of the cationic porphyrazines was remarkably stronger than the anionic phthalocyanines [25]. Another study concerning the interaction of thymoquinone with G-quadruplex DNA was conducted by Salem et al [26]. They concluded that interaction of thymoquinone with G-quadruplex will contribute to the inhibition of telomerase enzyme and cancer's proliferation.…”

Section: Literature Surveymentioning

confidence: 99%

A versatile water soluble ball-type phthalocyanine as potential antiproliferative drug: the interaction with G-quadruplex formed from Tel 21 and cMYC

Bağda

Yabaş

2017

Journal of the Turkish Chemical Society, Section A: Chemistry

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G-quadruplexes are biologically important DNA conformations exist generally in guanine-rich segments of DNA, such as telomere and proto-oncogene. The formation of these secondary structures is thought to inhibit the expression of certain genes, such as the inhibition of telomerase. The inhibition of telomerase and suppression of a specific gene expression are important approaches for interruption of cancer cell's proliferation. In the present study, the effect of a versatile water soluble ball-type phthalocyanine (BtPc) on G-quadruplex formation and stabilization was investigated to demonstrate its potential usage in cancer chemotherapy. Two important guanine rich oligomers, cMYC and Tel 21 were used as G-quadruplex former sequence. To the best of our knowledge, this is the first study about the interaction of a BtPc with G-quadruplex structures. The interactions of the compound with G-quadruplex molecules were monitored spectrophotometrically. The binding constants were calculated from Benesi-Hildebrand equation and the highest binding constant (0.1114 µM-1) was found for Tel 21 in the presence of KCl. The structural differentiations of G-quadruplex after binding were investigated with circular dichroism spectrophotometry. The CD spectra were demonstrated the stabilization of both parallel and anti-parallel Tel 21 G-quadruplex in the presence of KCl and stabilization of anti-parallel form in the absence of KCl. The stability of the parallel structure was achieved for cMYC in the absence of KCl up to 4.10 µM of Pc. The disruption of staking of parallel form was achieved for cMYC in the presence of KCl. The replacement ability of the molecule with a known DNA binding molecule, ethidium bromide, was clarified fluorometrically. The Stern-Volmer studies were conducted for determination of the quenching mechanism. The strong interaction of the molecules (BtPc with oligomer) showed us the potential usage of these drug conjugates for targeted photodynamic therapy in the future.

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Thermodynamic and spectroscopic study on the binding of interaction anionic phthalocyanine with calf thymus DNA

Cited by 18 publications

References 26 publications

Synthesis of quaternized zinc(II) and cobalt(II) phthalocyanines bearing pyridine-2-yl-ethynyl groups and their DNA binding properties

Synthesis of quaternized zinc(II) and cobalt(II) phthalocyanines bearing pyridine-2-yl-ethynyl groups and their DNA binding properties

Spectroscopic and thermodynamic approach to the interaction of nonperipherally substituted cationic phthalocyanines with calf thymus (CT)-DNA

A versatile water soluble ball-type phthalocyanine as potential antiproliferative drug: the interaction with G-quadruplex formed from Tel 21 and cMYC

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